House vacation rentals in Longboat Key
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Top-rated house rentals in Longboat Key
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key house rentals
House rentals with a pool
Home in Tampa
4.97 out of 5 average rating, 115 reviewsDowntown Tampa Pool House! Walk to Armature Works!
Home in Bradenton Beach
4.97 out of 5 average rating, 154 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Home in Sarasota
4.82 out of 5 average rating, 198 reviewsPrivate Siesta Beach House Oasis with Heated Pool.
Home in Longboat Key
4.9 out of 5 average rating, 106 reviewsLongboat Key Beach House
Home in Sarasota
4.95 out of 5 average rating, 182 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Home in Siesta Key
5.0 out of 5 average rating, 126 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Home in Holmes Beach
4.93 out of 5 average rating, 28 reviewsBackyard Bliss Anna Maria Island
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
House rentals with a hot tub
Home in Sarasota
4.9 out of 5 average rating, 106 reviewsQuiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
Home in Lakeland
4.9 out of 5 average rating, 382 reviewsCharming guest house
Home in Indian Rocks Beach
4.98 out of 5 average rating, 102 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Home in Bradenton
4.91 out of 5 average rating, 105 reviewsLuxurious 3 bedroom home with Hot Tub near AMI
Home in Sarasota
4.98 out of 5 average rating, 161 reviewsThe Palms-Heated Private Pool Hot Tub-5mi to beach
Home in Sarasota
4.9 out of 5 average rating, 127 reviewsCottage On Bay (private backyard, near beaches)
Home in Osprey
4.92 out of 5 average rating, 38 reviewsPrivate house with loft
Home in Holmes Beach
4.91 out of 5 average rating, 46 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
House rentals with free parking
Home in Sarasota
4.92 out of 5 average rating, 268 reviews❤ Villa & Garden in Downtown ~ 5 Min to Beaches
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
Home in Plant City
4.99 out of 5 average rating, 444 reviewsThe Strawberry Field Stilt House
Home in Bradenton
4.94 out of 5 average rating, 155 reviewsPeaceful Braden River Oasis: Cottage
Home in Holmes Beach
4.89 out of 5 average rating, 9 reviewsAnna Maria Island 2-bed/2 bath (side A of duplex)
Home in Longboat Key
5.0 out of 5 average rating, 52 reviewsBeautiful Beach House
Home in Sarasota
4.97 out of 5 average rating, 38 reviewsSunset retreat Indian Beach near downtown Sarasota
Home in Bradenton Beach
5.0 out of 5 average rating, 15 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Quick stats about house rentals in Longboat Key
Total rentals
190 properties
Rentals with a pool
120 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
3K reviews
Nightly prices starting at
$30 before taxes and fees
Destinations to explore
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- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
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